WO1999010456A1 - Process for stabilization of oil from plant materials - Google Patents
Process for stabilization of oil from plant materials Download PDFInfo
- Publication number
- WO1999010456A1 WO1999010456A1 PCT/US1998/017896 US9817896W WO9910456A1 WO 1999010456 A1 WO1999010456 A1 WO 1999010456A1 US 9817896 W US9817896 W US 9817896W WO 9910456 A1 WO9910456 A1 WO 9910456A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oil
- bran
- stabilizing agent
- rice
- milling
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 29
- 239000000463 material Substances 0.000 title description 34
- 230000006641 stabilisation Effects 0.000 title description 12
- 238000011105 stabilization Methods 0.000 title description 12
- 239000003381 stabilizer Substances 0.000 claims abstract description 38
- 235000007164 Oryza sativa Nutrition 0.000 claims abstract description 28
- 235000009566 rice Nutrition 0.000 claims abstract description 28
- 238000003801 milling Methods 0.000 claims abstract description 21
- 235000013339 cereals Nutrition 0.000 claims abstract description 16
- 241000209094 Oryza Species 0.000 claims description 27
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical group [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 9
- 229940001584 sodium metabisulfite Drugs 0.000 claims description 9
- 235000010262 sodium metabisulphite Nutrition 0.000 claims description 9
- 230000000087 stabilizing effect Effects 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical class OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
- WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical class [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical class OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims description 5
- 235000021329 brown rice Nutrition 0.000 claims description 4
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical group [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 claims description 3
- 229910000342 sodium bisulfate Inorganic materials 0.000 claims description 3
- 239000003921 oil Substances 0.000 abstract description 70
- 239000008157 edible vegetable oil Substances 0.000 abstract description 4
- 240000007594 Oryza sativa Species 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 description 67
- 241000196324 Embryophyta Species 0.000 description 33
- 235000021588 free fatty acids Nutrition 0.000 description 21
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 21
- 102000004190 Enzymes Human genes 0.000 description 13
- 108090000790 Enzymes Proteins 0.000 description 13
- 238000012545 processing Methods 0.000 description 10
- 230000015556 catabolic process Effects 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 230000003413 degradative effect Effects 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 240000008791 Antiaris toxicaria Species 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- NDDLLTAIKYHPOD-ISLYRVAYSA-N (2e)-6-chloro-2-(6-chloro-4-methyl-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one Chemical compound S/1C2=CC(Cl)=CC(C)=C2C(=O)C\1=C1/SC(C=C(Cl)C=C2C)=C2C1=O NDDLLTAIKYHPOD-ISLYRVAYSA-N 0.000 description 3
- 108700020962 Peroxidase Proteins 0.000 description 3
- 102000003992 Peroxidases Human genes 0.000 description 3
- 238000010411 cooking Methods 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 230000000593 degrading effect Effects 0.000 description 3
- 235000021374 legumes Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 235000019774 Rice Bran oil Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000004061 bleaching Methods 0.000 description 2
- 239000004464 cereal grain Substances 0.000 description 2
- 239000010903 husk Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 239000010773 plant oil Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 239000008165 rice bran oil Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- DFUSDJMZWQVQSF-XLGIIRLISA-N (2r)-2-methyl-2-[(4r,8r)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol Chemical compound OC1=CC=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 DFUSDJMZWQVQSF-XLGIIRLISA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 102000016938 Catalase Human genes 0.000 description 1
- 108010053835 Catalase Proteins 0.000 description 1
- 102000030523 Catechol oxidase Human genes 0.000 description 1
- 108010031396 Catechol oxidase Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 102000003820 Lipoxygenases Human genes 0.000 description 1
- 108090000128 Lipoxygenases Proteins 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007515 enzymatic degradation Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011868 grain product Nutrition 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000005325 percolation Methods 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000005199 ultracentrifugation Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B9/00—Preservation of edible seeds, e.g. cereals
- A23B9/16—Preserving with chemicals
- A23B9/24—Preserving with chemicals in the form of liquids or solids
- A23B9/30—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B20/00—Preservation of edible oils or fats
- A23B20/30—Preservation of other edible oils or fats, e.g. shortenings or cooking oils
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/02—Pretreatment
- C11B1/04—Pretreatment of vegetable raw material
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B1/00—Production of fats or fatty oils from raw materials
- C11B1/10—Production of fats or fatty oils from raw materials by extracting
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0007—Organic substances
Definitions
- This invention relates to the stabilization of oil in plant materials having a high oil content, and especially to those plant materials which also contain high levels of enzymes which degrade oils More particularly, this invention relates to processes for stabilizing oil in legumes and grains, and has particular application to the oil in rice bran
- Oils in plant materials are subject to degradation by enzymes present in the plant material Such breakdown begins immediately upon crushing or milling of the plant material, and in certain instances, can lead to sufficient degradation of the oil such that it is not economically feasible to extract an edible oil from the plant material Breakdown of the oil in the bran of most grains is a particular problem due to the relativelv high levels of degradative enzymes found in such grains and the difficulties faced when attempting to inactivate these enzymes
- the oil from rice bran which has a relatively high oil content and relatively high levels of oil degrading enzymes, is underutilized as a foodsource due to the rapid breakdown of the oil into free fatty acids which in turn are oxidized thus leading to rancidity Breakdown of the oil in rice bran begins immediately after milling by action of Upases and other degradative enzymes hydrolyzing the oils to free fatty acids (FFA)
- FFA free fatty acids
- Crude rice bran oil with FFA levels of over 10% generally is not economically suitable for edible oil production, and is designated as industrial oil for use in the manufacture of soaps and similar items Hydrolysis of the oil occurs rapidly, at a rate of approximately 1% per hour for the first several hours after milling Consequently, FFA levels of over 10% can readily accumulate thus significantly reducing the value of the oil as a foodstuff
- the oil in plant materials in particular the oil in plant materials having a relatively high concentration of oil and ha ⁇ ing oil degrading enzymes, can be stabilized without the use of industrial food processing equipment by the addition of a stabilizing agent either prior to or after milling of the plant material
- the stabilizing agent is added to the plant material at the time of milling as the milling process facilitates efficient mixing of the stabilizing agent with the plant material
- the plant material to be stabilized is a grain or legume having a relatively high oil content
- the plant material to be stabilized is rice bran Stabilizing agents comprise salts of bisulfate, bisulfite and metabisulfite, and such salts comprise sodium, potassium, ammonium, calcium, and magnesium
- Preferred stabilizing agent comprises sodium bisulfate, and sodium metabisulfite
- the stabilizing agent is sodium metabisulfite
- Stabilization means the treatment of a plant material to inhibit degradation of the plant oil As a result of stabilization, the level of free fatty acids in the oil remains low, less than about 10%, thus allowing extraction of oil which is suitable as a foodsource for human consumption
- Stabilizing agent means an agent which when applied to the plant material either before or after milling, such as a grain either before or after milling the bran, acts to inhibit the degradation of the oil in the plant material
- Preferred stabilizing agents comprise salts of bisulfate, bisulfite or metabisulfite Stabilizing agents may further comprise sequestering agents, such as aminopolycarboxyiic acids, hydrocarboxyiic acids, and coordination compounds Stabilizing agents may also comprise wetting agents, such as a surfactant
- stabilization of the oil in plant materials is carried out by the addition ot a stabilization
- the processes of this invention may be used to treat all types of plant materials and preferably to treat plant materials having a relatively high oil content such as is found in many grains and legumes.
- the process of this invention is particularly suitable for the stabilization of the oil in bran from rice. Following stabilization the stabilized oil may be extracted from the plant material and recovered therefrom. The oil may then be processed using conventional methods such as, desolventization, deodorization, degumming, bleaching and refining to yield an edible oil. Alternatively, the stabilized plant material can be processed for consumption.
- enzymes present in the unstabilized grain products such as Upases, peroxidases, catalases, polyphenol oxidases and lipoxygenases present in bran, become active.
- the active enzymes degrade the oils releasing free fatty acids (FFA).
- the FFA levels in the oils be less than about 10% and it is more preferred that the FFA levels be about 4% or less. FFA levels may be monitored using the official AOCS method Ca Sa-40.
- the milling of rice is accomplished in a two step process in which the hulls are removed by shelling of the grain and then the bran is separated from the rice kernel by milling.
- the following is a typical protocol for the milling of rice, collecting the milled bran and stabilizing the bran oil.
- Rough rice from a farm is dried in a commercial-type continuous flow, non-mixing, heated air dryer. Drying is carried out to lower the moisture content of the rice from a level of between about 18 and 22 percent to a level between about 10 and 13 percent.
- the dried rice is then cleaned by removing dust, stones, seeds and sticks by aspiration in a commercial rice cleaning machine, followed by gravity separation in a stoner and particle size separation in a disk grader and a drum separator.
- the husks are then removed using a rubber roller sheller.
- Paddy husks or hulls
- the stabilizing agent is then applied to the brown rice either prior to milling the bran from the rice kernel in a friction mill or to the milled bran as it is aspirated from the rice kernels to yield polished rice.
- the stabilizing agent is added to the brown rice prior to milling the bran.
- the stabilized raw r bran is then conveyed to a filter/sifter to remove residual broken rice.
- the stabilized bran can now be utilized as a foodstuff without further processing, and can be stored, or packaged for shipping as desired.
- the oil can be extracted from the stabilized bran, and the extracted oil is suitable for human consumption.
- the process according to the invention does not require the use of industrial food processing equipment and can be readily utilized with virtually any milling procedure.
- sodium metabisulfite is added to brown rice to between about 1-10% of the dry weight of the bran.
- the sodium metabisulfite stabilizing agent is preferably prepared as a 20% solution for addition to the rice prior to milling the bran.
- the 20% solution of sodium metabisulfite includes 1000 ppm of the surfactant sodium dioctylsulfosuccinate as a wetting agent.
- the rice is then milled in a friction mill and the stabilized bran with the stabilizing agent is aspirated off and conveyed to a filter /sifter as above.
- the stabilized bran may be fed directly into the feed hopper of an expander cooker. Water and steam are added through injection ports in the barrel of the expander to raise the moisture content of the bran to about 18-24%. Flow of the bran through the expander cooker is controlled by a discharge die plate. The moisture level is maintained during cooking and the temperature is held between about 90°C and 135°C for between about 15 and 90 seconds. During cooking some constituents of the bran are gelatinized into a fluid paste which binds the particles together. The bran is expanded as it exits the discharge die plate due to the sudden decrease in pressure which causes the liquid water to vaporize, and the bran forms a porous compact pellet. Vaporization of water causes breakage within the cells and a porous, compact bran pellet is formed which is ideally suited for extraction by solvent migration percolation. Prior to extraction the porous compact bran is cooled to approximately 130°F
- the stabilized bran is immersed in hexane in a ratio by weight of about two to one.
- the hexane is generally heated to about 60 C C using a steam table incorporated into an explosion proof vented hood, but other solvents and other temperatures may also be employed.
- the hexane/oil micella is removed from the bran by filtration. About 5-6 washings are necessary to bring the oil content of the bran to less than one percent.
- the defatted bran and the hexane/oil micella are both desolventized under gentle heating with steam. If the oil from 100-500 lbs. or more of stabilized bran is to be extracted, it is more practical to use the following protocol.
- the stabilized bran is fed into a counter-current extractor at a flow rate of about 111 lbs/hour.
- Fresh hexane is introduced at a rate of around 312 lbs/hr.
- the fresh solvent temperature is maintained at about 50°C, while the extractor temperature is maintained at around 52°C.
- the residence time in the extractor is typically around 45 minutes.
- the product is a defatted bran with an oil content of less than one percent.
- the hexane/oil micella exiting the discharge of the extractor is filtered through a plate and frame filter press. The filtered micella is then pumped to a steam heated still where the hexane is evaporated and collected by a condenser for reuse.
- crude rice bran oil is typically degummed, dewaxed, bleached and physically refined using steam distillation.
- Degumming is carried out by a two stage addition under agitation of 2% water by weight and then 0.15% phosphoric acid (85% reagent grade) by weight. The temperature is held at about 82 C C to 88 C C for 10 minutes. Then the sludge containing the gums is removed via ultracentrifugation. (See United States patent 4,049,686).
- the degummed bran is cooled to about 5°C to 8°C and held for 24 hours.
- the dewaxed oils form a layer above the waxes which can be decanted using a vacuum pump.
- Bleaching is carried out according to the official AOCS method 6c 8a-52. Physical refining is carried out in a glass deodorizer at about 250°C and around 3 mm Hg for about 2 hours.
- the level of free fatty acids (FFA) in the extracted oil is determined using the AOCS Official Method Ca Sa-40. Briefly, based upon the FFA range expected for the oil, a sample of oil having the appropriate weight is mixed with the appropriate amount of neutralized alcohol and then titrated with the standard sodium hydroxide while shaking until the appearance of the first permanent pink color, having the same intensity as that of the neutralized alcohol prior to addition to the oil sample, persists for 30 seconds.
- the neutralized alcohol solution consists of 95% alcohol containing 1% phenolphthalein which has been neutralized with alkali until a faint but permanent pink color persists.
- FFA in the range of 0.2-1%
- about 28.2 g of sample oil is weighed, mixed with 50 ml of neutralized alcohol and then titrated with 0.1 N alkali, such as sodium hydroxide, until the appearance of the permanent pink color.
- alkali such as sodium hydroxide
- the %FFA is determined by multiplying the molecular weight of oleic with the normality of the alkali titrant and the volume of alkali titrant, which is then divided by the grams of sample and multiplied by 100.
- the stabilizing agent used in this example was 10% sodium metabisulfite on a dry weight basis. Similar results have been obtained using lower percentages of sodium metabisulfite and sodium bisulfate on a dry weight basis as the stabilizing agent.
- Our tests for the presence of degradative enzymes in the stabilized bran oil indicated that at least the Upases and peroxidases had been inactivated by treatment of the bran with the stabilizing agent.
- Total Oil means the percent of oil on a weight basis extracted from the bran.
- FFAIO means the percent of free fatty acid present in the extracted oil as measured by the AOCS Official Method Ca Sa-40.
- FFAIS means the percent of free fatty acid in sample, and represents the percent of FFA that would be present in unextracted bran. The amount of FFAIS is calculated based upon the FFAIO and the Total Oil in the sample as is established in the art.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Zoology (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Fats And Perfumes (AREA)
- Edible Oils And Fats (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002301627A CA2301627A1 (en) | 1997-08-29 | 1998-08-28 | Process for stabilization of oil from plant materials |
EP98942288A EP1009786A1 (en) | 1997-08-29 | 1998-08-28 | Process for stabilization of oil from plant materials |
AU90381/98A AU737563B2 (en) | 1997-08-29 | 1998-08-28 | Process for stabilization of oil from plant materials |
JP2000507765A JP2003529617A (ja) | 1997-08-29 | 1998-08-28 | 植物原料油を安定化する方法 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US5739597P | 1997-08-29 | 1997-08-29 | |
US60/057,395 | 1997-08-29 | ||
US6743897P | 1997-12-03 | 1997-12-03 | |
US60/067,438 | 1997-12-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999010456A1 true WO1999010456A1 (en) | 1999-03-04 |
Family
ID=26736436
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1998/017896 WO1999010456A1 (en) | 1997-08-29 | 1998-08-28 | Process for stabilization of oil from plant materials |
Country Status (10)
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013127882A1 (en) * | 2012-03-02 | 2013-09-06 | Ht Nutri Sàrl | A method for processing rice-oil |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6277431B1 (en) | 1998-10-14 | 2001-08-21 | Redeem, Inc. | Anticholesterolemic edible oil |
EP1656449B1 (en) | 2003-08-21 | 2009-05-06 | Monsanto Technology LLC | Fatty acid desaturases from primula |
EP1734947B1 (en) | 2004-04-16 | 2015-04-15 | Monsanto Technology, LLC | Expression of fatty acid desaturases in corn |
EP2446747A1 (en) * | 2004-11-04 | 2012-05-02 | Monsanto Technology LLC | Seed oil compositions |
WO2007001522A2 (en) * | 2005-06-17 | 2007-01-04 | Nusci Laboratories Llc | Stabilization of oxidized fats |
EP1993349A4 (en) * | 2006-03-10 | 2010-05-05 | Monsanto Technology Llc | SOYBEAN SEEDS AND OIL COMPOSITIONS AND METHOD FOR THE PRODUCTION THEREOF |
US8133527B2 (en) | 2006-06-16 | 2012-03-13 | Kraft Foods Global Brands Llc | Production of stabilized whole grain wheat flour and products thereof |
US20080131582A1 (en) * | 2006-12-05 | 2008-06-05 | Jan Karwowski | Production of whole grain hot cereal products |
US9480271B2 (en) | 2009-09-15 | 2016-11-01 | Monsanto Technology Llc | Soybean seed and oil compositions and methods of making same |
US9512098B1 (en) | 2014-02-03 | 2016-12-06 | Board Of Trustees Of The University Of Arkansas | Process of producing purified gamma- and delta-tocotrienols from tocol-rich oils or distillates |
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- 1998-08-27 MY MYPI98003934A patent/MY124156A/en unknown
- 1998-08-28 AU AU90381/98A patent/AU737563B2/en not_active Ceased
- 1998-08-28 JP JP2000507765A patent/JP2003529617A/ja active Pending
- 1998-08-28 IN IN1938MA1998 patent/IN187811B/en unknown
- 1998-08-28 WO PCT/US1998/017896 patent/WO1999010456A1/en not_active Application Discontinuation
- 1998-08-28 EP EP98942288A patent/EP1009786A1/en not_active Withdrawn
- 1998-08-28 CN CN98809297A patent/CN1270619A/zh active Pending
- 1998-08-28 CA CA002301627A patent/CA2301627A1/en not_active Abandoned
- 1998-08-28 ID IDW20000591A patent/ID24891A/id unknown
- 1998-08-29 US US09/143,929 patent/US6063424A/en not_active Expired - Fee Related
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US5047254A (en) * | 1981-09-15 | 1991-09-10 | Lee Tung Ching | Process for the recovery of edible oil from cereal products |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013127882A1 (en) * | 2012-03-02 | 2013-09-06 | Ht Nutri Sàrl | A method for processing rice-oil |
US9321984B2 (en) | 2012-03-02 | 2016-04-26 | Ht Nutri Sárl | Method for processing rice-oil |
Also Published As
Publication number | Publication date |
---|---|
ID24891A (id) | 2000-08-31 |
EP1009786A1 (en) | 2000-06-21 |
JP2003529617A (ja) | 2003-10-07 |
AU737563B2 (en) | 2001-08-23 |
CA2301627A1 (en) | 1999-03-04 |
AU9038198A (en) | 1999-03-16 |
MY124156A (en) | 2006-06-30 |
CN1270619A (zh) | 2000-10-18 |
IN187811B (enrdf_load_stackoverflow) | 2002-06-29 |
US6063424A (en) | 2000-05-16 |
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